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Anti-fouling materials based on poly(β-peptoid)s

a technology of poly(-peptoid)s and anti-fouling materials, which is applied in the field of anti-fouling materials based on poly(-peptoid)s, can solve the problems of similar fouling degree between polymers covered with or without pegs

Active Publication Date: 2015-09-01
THE UNIVERSITY OF AKRON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patent describes a process for protecting surfaces from protein adsorption using poly(β-peptoids) such as poly(N-methyl-β-alanine)s (PMeA) and poly(N-ethyl-β-alanine)s (PEtA). The poly(β-peptoids) bind to the surface through a thiol group or a dioxyphenylalanine group. The process can be used on objects such as electrodes for drug delivery microchips or medical implants. The poly(β-peptoids can also be used to coat pores in filtration devices or to protect surfaces from bodily fluids. The technical effect of this invention is to provide a way to prevent protein adsorption on surfaces, which can lead to various issues such as drug delivery failures or inflammation.

Problems solved by technology

Recent studies show that surfaces covered with or without PEG polymers produced a similar degree of fouling in vivo.

Method used

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Materials

[0041]N-Ethylaziridine and N-methylaziridine were synthesized using a modified method from the literature, Reeves, W. A.; Drake, G. L. J.; Hoffpauir, C. L., J. Am. Chem. Soc. 1951, 73, 3522-3523. The monomers were stirred over Na / K alloy at room temperature for at least two weeks and kept over Na / K alloy. They must be freshly vacuum-transferred before use. The purity of the monomer is crucial for quantitative conversion of the monomer to the polymer and for quantitative end-group functionalization. Synthesis of the catalyst CH3COCo(CO)3PAr3 (Ar=o-tolyl) was previously reported by Darensbourg, D. J.; Phelps, A. L.; Le Gall, N.; Jia, L. J. Am. Chem. Soc. 2004, 126, 13808-13815. Anhydrous 1,4-dioxane was purchased from Sigma-Aldrich and used without further purification as the polymerization solvent.

[0042]Human plasma fibrinogen (Fg), bovine serum albumin (BSA), chicken egg white lysozyme (Lyz), and phosphate buffered saline (PBS) (pH 7.4, 10 mM, 138 mM NaCl, 2.7 mM KCl) were ...

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Abstract

Poly(β-peptoid)s selected from the group consisting of poly(N-methyl-β-alanine)s (PMeA) and poly(N-ethyl-β-alanine)s (PEtA) and polyl(methyl-β-alanine-co-ethyl-β-alanine) copolymers (P(MeA-co-EtA) are found to be good anti-fouling materials in that they resist protein adsorption. A process for protecting a surface of an object from protein adsorption comprises the steps of binding such poly(β-peptoid)s to the surface. A medical implant is coated with such poly(β-peptoid)s. A medical drug delivery device is coated with such poly(β-peptoid)s. A filtration device has pores coated with such poly(β-peptoid)s, and an object placed in freshwater or saltwater and having a surface in contact with the freshwater or saltwater has that surface coated with such poly(β-peptoid)s.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This application claims priority to U.S. Provisional patent application No. 61 / 490,362, filed May 26, 2011, the entirety of which is incorporated herein by reference.FIELD OF THE INVENTION[0002]The present invention general relates to anti-fouling materials. More particularly, the present invention relates to poly(β-peptoid)s providing anti-fouling properties, and, in particular, relates to poly(N-methyl-β-alanine) (PMeA) and poly(N-ethyl-β-alanine) (PEtA) and copolymers of PMeA and PEtA, i.e., polyl(methyl-β-alanine-co-ethyl-β-alanine) or P(MeA-co-EtA).BACKGROUND OF THE INVENTION[0003]Nonspecific protein adsorption to implanted medical devices is believed to be the first step that leads to adverse events such as bacterial infection, blood clot formation, and fibrous encapsulation. Surfaces that resist protein adsorption, or “antifouling surfaces”, are therefore critical for biomedical implants as well as other related biomedical applicat...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): B32B9/00A61F2/02B32B17/02B32B33/00B01D39/00A61K9/50C25B11/04
CPCB01D39/00A61F2/02A61K9/5005A61K9/5021A61K9/5052B32B9/00B32B17/02B32B33/00C25B11/0442C25B11/0447C25B11/0473B01D2239/0471Y10T428/31768C25B11/073C25B11/075C25B11/081
Inventor JIA, LILIU, LINGYUN
Owner THE UNIVERSITY OF AKRON